4-Methyl-benzenesulfinic acid (S)-(2-methyl-allyl)-(3-trimethylsilanyl-prop-2-ynyl)-amide | 333332-93-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Methyl-benzenesulfinic acid (S)-(2-methyl-allyl)-(3-trimethylsilanyl-prop-2-ynyl)-amide
• CAS: 333332-93-7
• 化学式: C₁₇H₂₅NOSSi
• 分子量: 319.543
• InChiKey: WVURSWWJVATWSD-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-Methyl-benzenesulfinic acid (S)-(2-methyl-allyl)-(3-trimethylsilanyl-prop-2-ynyl)-amide 在 dicobalt octacarbonyl 、 四丁基氟化铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 生成 (R)-3a-Methyl-2-((S)-toluene-4-sulfinyl)-2,3,3a,4-tetrahydro-1H-cyclopenta[c]pyrrol-5-one
  参考文献：
  名称：

  Asymmetric Pauson-Khand Reactions of Chiral Sulfinamides: Asymmetric Synthesis of 3-Azabicyclo[3.3.0]oct-5-en-7-one Derivatives

  摘要：

  Unprecedented asymmetric Pauson-Khand reactions of chiral sulfinamides are described. Cobalt-catalyzed reactions of chiral N-allyl-N-propargyl-N-arylsulfinamide derivatives were carried out in dichloromethane at -20 degreesC similar to room temperature under carbon monoxide atmosphere in the presence of Co-2(CO)(8) to give chiral 3-azabicyclo[3.3.0]oct-5-en-7-one with moderate or low enantioseleotivity.

  DOI：

  10.3987/com-00-s(i)31
• 作为产物：
  描述：

  3-(三甲硅基)-2-丙炔-1-胺 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 4-Methyl-benzenesulfinic acid (S)-(2-methyl-allyl)-(3-trimethylsilanyl-prop-2-ynyl)-amide
  参考文献：
  名称：

  Asymmetric Pauson-Khand Reactions of Chiral Sulfinamides: Asymmetric Synthesis of 3-Azabicyclo[3.3.0]oct-5-en-7-one Derivatives

  摘要：

  Unprecedented asymmetric Pauson-Khand reactions of chiral sulfinamides are described. Cobalt-catalyzed reactions of chiral N-allyl-N-propargyl-N-arylsulfinamide derivatives were carried out in dichloromethane at -20 degreesC similar to room temperature under carbon monoxide atmosphere in the presence of Co-2(CO)(8) to give chiral 3-azabicyclo[3.3.0]oct-5-en-7-one with moderate or low enantioseleotivity.

  DOI：

  10.3987/com-00-s(i)31